- Adrien Brody
- Van Kurtzman
- Ben Foster
- Ben Kurtzman
- Orlando Jones
- Little Melvin
- Bebe Neuwirth
- Ada Kurtzman
- Joe Mantegna
- Nate Kurtzman
- Rebekah Johnson
- Sylvia
- David Krumholtz
- Yussel
- Richard Kline
- Charlie, Nate's Assistant
- Vincent Guastaferro
- Pete, Nate's Assistant
- Justin Chambers
- Trey Tobelseted
- Carolyn Murphy
- Dubbie the Blonde
- James Pickens Jr.
- Sylvia's Father
- Frania Rubinek
- Grandma Rose
- Anthony Anderson
- Scribbles
- Kiersten Warren
- Annie the Stripper
- Evan Neumann
- Sheldon
- Kevin Sussman
- Alan Joseph Zuckerman
- Gerry Rosenthal
- Murray
- Charley Scalies
- Louie
- Shane West
- Ted
- Cloie Wyatt Taylor
- Gail
- Susan Duvall
- Teacher #2
- Carlton J. Smith
- James Brown at the Royal
- Elizabeth Ann Bennett
- Mary
- Ellyn O'Connell
- Anne Whittier
- Doug Roberts
- Assistant D.A.
- Al Brown
- Bailiff
- Kenny Raskin
- Burlesque Comic
- Peter Wilkes
- Butler
- Kimberlee Suerth
- Buxom Nurse
- Mary Lynn Ray
- Woman in Court #1
- Marty Lodge
- Defense Attorney
- Gideon Jacobs
- Ben Kurtzman - Age 8
- Jan Austell
- Judge
- Timothy J. Scanlin Jr.
- Nick
- Ralph Tabakin
- Phil, Spotlight Man at the Gaitey
- Shelley Stokes
- Box Office Attendant
- Patsy Grady Abrams
- Woman in Court #2
- Jay Hillmer
- Matt
- Stan Brandorff
- Morris
- Katie Finneran
- Mrs. Johnson
- Kate Kiley
- Nurse
- Jake Hoffman
- Turk
- Joseph Patrick Abel
- Lenny
- Sekiya Billman
- Halloween Stripper
- Brenda Russell
- Singer
- Barry Black
- Cantor
- Dennis N. Math
- Rabbi
- Judith Knight Young
- Teacher #1 - 1944
- Stephen Williams
- Wilbert Mosely
- Ty Robbins
- Sylvia's Mother
- Emily Chamberlain
- Ben's Teacher
- Christian T. Dockins
- Flame
- Kenny Pitt
- Flame
- Zahmu Sankofa
- Flame
- Paul Majors
- Party Fight Guy
- Matthew Bowerman
- Student - Orthodox Worshipper
- Eric Claussen
- Student
- Misha Collins
- Guy
- Christina DeRosa
- Student
- Jacques Derosena
- Thug Member
- Dawn A. Douglas
- Concert Goer
- Joe Gerety
- FBI Agent #2
- Tom Giannini
- Ice Skater
- Art Hall
- Youth in Synagogue
- Lauren Hough
- Shopper
- Cathy Hurley
- Prarie Girl / Ice Skater (uncredited)
- Pete Karas
- Graduation Goer
- Stacy Keibler
- Extra
- Michael Luckeroth
- Gym Teacher
- John Martineau
- Party goer
- Jim Meisner Jr.
- Police officer
- Matt Nicholas
- Partygoer
- Carolyn Rawleigh
- Pedestrian
- Norm Rebadow
- Father
- Eric Alan Wendell
- Synagogue Member
